Reacción #2254187

Ecuación de reacción

DIPEA

N-(tert-butoxycarbonyl)glycine

PYBOP

2,2,2-trifluorethylamine

→

[(2,2,2-trifluoro-ethylcarbamoyl)-methyl]-carbamic acid tert-butyl ester

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe reaction is quenched with water
2. 2
   Extracciónextracted three times with dichloromethane
3. 3
   LavadoThe combined organic phases are washed with HCl (2M), Na2CO3 (1M)
4. 4
   Secadoa saturated aqueous solution of NaCl, dried over MgSO4
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   OtroThe crude product is purified by column chromatography (450 g)
7. 7
   Lavadoeluting with a mixture of ethyl acetate and hexane (2:3 to 3:2)

Procedimiento

DIPEA (15 ml) is added to a solution of N-(tert-butoxycarbonyl)glycine (5.0 g), PYBOP (benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate, 16.3 g) and 2,2,2-trifluorethylamine (2.47 ml) in dichloromethane (48 ml). After 24 hours at room temperature, the reaction is quenched with water and extracted three times with dichloromethane. The combined organic phases are washed with HCl (2M), Na2CO3 (1M) and a saturated aqueous solution of NaCl, dried over MgSO4 and concentrated in vacuo. The crude product is purified by column chromatography (450 g) eluting with a mixture of ethyl acetate and hexane (2:3 to 3:2) to yield [(2,2,2-trifluoro-ethylcarbamoyl)-methyl]-carbamic acid tert-butyl ester (3.89 g).

Fuente